Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde.

@article{Kaminskas2004ReactivityOH,
  title={Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde.},
  author={Lisa M Kaminskas and Simon M. Pyke and Philip C. Burcham},
  journal={Organic & biomolecular chemistry},
  year={2004},
  volume={2 18},
  pages={2578-84}
}
The nucleophilic drug hydralazine strongly inhibits cell toxicity mediated by acrolein, a short chain 2-alkenal formed during lipid peroxidation. We here report the chemistry of acrolein-trapping by hydralazine, and show that together with its structural analogue dihydralazine, it also readily traps crotonaldehyde. Isolable reaction products included (1E)-acrylaldehyde phthalazin-1-ylhydrazone (E-APH), (1Z)-acrylaldehyde phthalazin-1-ylhydrazone (Z-APH), (1E,2E)-but-2-enal phthalazin-1… CONTINUE READING

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